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Merck

T2379

Sigma-Aldrich

Tubocurarine hydrochloride pentahydrate

≥97%

Sinónimos:

(+)-Tubocurarine hydrochloride

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About This Item

Fórmula empírica (notación de Hill):
C37H41ClN2O6 · HCl · 5H2O
Número de CAS:
Peso molecular:
771.72
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
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Quality Level

assay

≥97%

solubility

H2O: soluble 50 mg/ml, with heating as required, clear to slightly hazy, colorless to yellow
ethanol: soluble
methanol: soluble

storage temp.

2-8°C

SMILES string

O.O.O.O.O.Cl.[Cl-].COc1cc2CCN(C)[C@H]3Cc4ccc(Oc5c(O)c(OC)cc6CC[N+](C)(C)[C@H](Cc7ccc(O)c(Oc1cc23)c7)c56)cc4

InChI

1S/C37H40N2O6.2ClH.5H2O/c1-38-14-12-24-19-32(42-4)33-21-27(24)28(38)16-22-6-9-26(10-7-22)44-37-35-25(20-34(43-5)36(37)41)13-15-39(2,3)29(35)17-23-8-11-30(40)31(18-23)45-33;;;;;;;/h6-11,18-21,28-29H,12-17H2,1-5H3,(H-,40,41);2*1H;5*1H2/t28-,29+;;;;;;;/m0......./s1

InChI key

WMIZITXEJNQAQK-GGDSLZADSA-N

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Application

Tubocurarine hydrochloride pentahydrate has been used as a acetylcholinesterase inhibitor (Ach) inhibitor in myotubes,[1] muscle[2] and as neuromuscular junction blocker in zebra fish embryos.[3]

Biochem/physiol Actions

Tubocurarine is a muscle relaxant[4] and a nicotinic acetylcholine receptor antagonist.[5] It can induce neuromuscular blocking.[6]

Features and Benefits

This compound is featured on the Potassium Channels page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Preparation Note

Tubocurarine hydrochloride pentahydrate is soluble in water at 50 mg/ml (with heat as required) and yields a clear to slightly hazy, colorless to yellow solution. It is also soluble in methanol and ethanol.

pictograms

Skull and crossbones

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


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The kinetics of inhibition of nicotinic acetylcholine receptors by (+)-tubocurarine and pancuronium
Wenningmann I and Dilger JP
Molecular Pharmacology, 60(4), 790-796 (2001)
Proteasome inhibition with bortezomib depletes plasma cells and autoantibodies in experimental autoimmune myasthenia gravis
Gomez A, et al.
Journal of immunology (Baltimore, Md. : 1950), 186(4), 2503-2513 (2011)
Resistance to d-Tubocurarine of the Rat Diaphragm as Compared to a Limb MuscleInfluence of Quantal Transmitter Release and Nicotinic Acetylcholine Receptors
Nguyen-Huu, T, et al.
Anesthesiology, 110(5), 1011-1015 (2009)
Matthew Lovett-Barron et al.
Nature neuroscience, 23(8), 959-967 (2020-06-24)
The hypothalamus is composed of many neuropeptidergic cell populations and directs multiple survival behaviors, including defensive responses to threats. However, the relationship between the peptidergic identity of neurons and their roles in behavior remains unclear. Here, we address this issue
K Sato et al.
British journal of anaesthesia, 82(6), 904-909 (1999-11-24)
We have studied the effect of non-depolarizing neuromuscular blocking agents, at concentrations present in serum during anaesthesia, on release of [3H]-norepinephrine ([3H]NE) from superfused atrial appendage obtained during cardiac surgery from 48 patients. Three of the neuromuscular blocking agents (pancuronium

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